Fast-response and highly selective fluorescent probes for biological signaling molecule NO based on N-nitrosation of electron-rich aromatic secondary amines

Miao, Junfeng; Huo, Yingying; Lv, Xin; Li, Zhe; Cao, Hong; Shi, Heping; Shi, Yawei; Guo, Wei

doi:10.1016/j.biomaterials.2015.11.011

Cited by 81 publications

(51 citation statements)

References 61 publications

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“…To further prove that the enhanced fluorescence was induced by nitric oxide, we performed another control set where the cells were pre-treated with LPS, IFN-γ and l -arginine, together with 10 μM l -N G -nitroarginine ( l -NNA), which is a known inducible NO synthase (iNOS) inhibitor. 21 In this case, the fluorescence intensity was almost attenuated to the basal level ( Fig. 3c and d ).…”

Section: Resultsmentioning

confidence: 76%

NIR in, far-red out: developing a two-photon fluorescent probe for tracking nitric oxide in deep tissue

et al. 2016

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Section: Resultsmentioning

confidence: 76%

NIR in, far-red out: developing a two-photon fluorescent probe for tracking nitric oxide in deep tissue

et al. 2016

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“…In 2016, Guo used the N-nitrosation mechanism of electron-rich aromatic secondary amines under aerobic conditions to construct two uorescent probes for the detection of NO for the rst time (probes 16 and 17). 33 The two probes also displayed a fast uorescence response time (within seconds), excellent sensitivity (nM level) and selectivity toward NO over others analytes (ROS, thiols, methylglyoxal and so on). Using the developed probes, the stimulation-induced NO in RAW264.7 murine macrophages and the endogenous NO in endothelial cells aer oxygen-glucose deprivation (OGD) was imaged ( Fig.…”

Section: N-nitrosation Of Aromatic Secondary Aminementioning

confidence: 99%

Small-molecule fluorescent probes for imaging gaseous signaling molecules: current progress and future implications

et al. 2020

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“…However, upon interaction with nitric oxide, the N-benzyl-4-hydroxyaniline undergoes a nitrosation reaction, which effectively activates the fluorescence of BODIPY and serves as a visual indicator of nitric oxide. Further, the amount of nitric oxide can be detected by monitoring the emission seen from the BODIPY flourophore 204 . Yuan and colleagues created a novel nanoprobe with a derivatized tetraphenylethylene covalently attached to 2,4-dinitrobenzenesulfonyl.…”

Section: Activationmentioning

confidence: 99%

Mini-review: fluorescence imaging in cancer cells using dye-doped nanoparticles

2016

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Fluorescence imaging has gained increased attention over the past two decades as a viable means to detect a variety of cancers. Fluorescence imaging has the potential to provide physicians with high resolution images with enhanced contrast, which will allow them to be able to better diagnose and treat patients with cancer. Early detection and treatment are key to erradicating cancer in a patient, and fluorescence imaging has the ability to identify non-advanced, even pre-cancerous, tumors where imaging based on white light or radiation overlooked them. Several fluorescent dyes have been identified as possible fluorophores for enhanced fluorescence imaging, such as cyanine, squaraine, porphyrin, phthalocyanine, and borondipyrromethane dyes. These dyes have high fluorescence quantum yields, which provides a high target to background ratio; however, these dyes are often plagued by low water solubility. This low solubility can be ameliorated by conjugating or covalently attaching these dyes to polymeric crosslinked micelles, polymersomes, or polymer-core nanoparticles. These particle & dye systems then can become platforms on which secondary components can be attached to enhance the systems functionality. For example, dyes attached to these nanocarriers can target tumors through passive targeting; however, active targeting can be achieved by further modifying these nanocarriers with ligands that have a binding affinity for receptors overexpressed in tumor cells, cell surface receptors located on the tumor cell membrane, or endothelium. Fluorescence activation of the probes is another promising technology for the early detection of cancer. Activation requires that there be a change in fluorescence, whether it be an emission wavelength change or a fluorescence "on/off" signal when in the presence of some external stimuli. Activation increase the target to background ratio and enhances the contrast of the obtained image. This review serves to highlight the recent developments of (1) improved fluorescent dyes for the detection of cancer, with a specific focus on dyes that are being coupled to nanocarriers; (2) dye & nanocarrier systems that target, both actively and passively, tumors, and (3) fluorescence activation of these fluorophore systems for better image quality.

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Fast-response and highly selective fluorescent probes for biological signaling molecule NO based on N-nitrosation of electron-rich aromatic secondary amines

Cited by 81 publications

References 61 publications

NIR in, far-red out: developing a two-photon fluorescent probe for tracking nitric oxide in deep tissue

NIR in, far-red out: developing a two-photon fluorescent probe for tracking nitric oxide in deep tissue

Small-molecule fluorescent probes for imaging gaseous signaling molecules: current progress and future implications

Mini-review: fluorescence imaging in cancer cells using dye-doped nanoparticles

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